Chilly Willy's Ice Creams & Grill
416 E Main St, Olney
(618) 320-9866
Customers' Favorites
Cheeseburger with Naked Fries
Hamburger and Fries
Butterscotch
Onion Rings
Hamburger
Coney Dog
Featured items
BBQ Horseshoe
Toasted Texas toast topped with seasoned fries, nacho cheese, and Hartrich's BBQ.
Pretzel
Salt or cinnamon sugar toppings.
Nacho Dog
Nacho cheese and shredded cheese.
PBJ
Peanut butter sauce, strawberries, and waffle cone chips.
Taco Salad
Tortilla chips topped with taco meat, lettuce, tomatoes, shredded cheese, salsa and sour cream.
BBQ Cheese Fries
Seasoned crunchy fries topped with nacho cheese and Hartrich's fresh BBQ.
Soup
BBQ Nacho
Warm nacho chips topped with nacho cheese, shredded cheese, and Hartrich's BBQ.
Specialty Hot Dogs
Slick Willy
Plain dog made to order with 4 regular toppings.
Nacho Dog
Nacho cheese and shredded cheese.
South of the Border
Chili, chopped onion, nacho cheese & jalapeño peppers.
Chicago Dog
Yellow mustard, relish, chopped onion, tomato wedges, pickle spear, cucumber slices, sport peppers, dash celery salt all topped on a poppy seed bun.
Coney Dog
Dog and homemade Coney topped on a bun.
Bacon Chilly Cheese Dog
Dog, Hartrich's bacon, homemade chili, chopped onion, and shredded cheddar.
Bacon Nacho Dog
Dog, bacon and nacho cheese.
Nacho Chilly Cheese Dog
Chili, chopped onions & nacho cheese.
Coney
Homemade Coney topped on a bun no dog.
Chilly Dog
Dog, homemade chili and chopped onions.
Chilly Cheese Dog
Dog, homemade chili, chopped onion, and shredded cheddar.
Double Dog Dare
2 dogs, homemade chili, chopped onion, and shredded cheese all in one bun.
Bacon Barker
Dog, Hartrich's bacon, and spicy brown mustard.
Blackford
Kosher beef dog with 2 pieces of Hartrich's bacon, nacho cheese and jalapeños.
Nachos
Nachinator
Nachos, homemade chili, nacho cheese, sour cream, and jalapeño peppers.
BBQ Nacho
Warm nacho chips topped with nacho cheese, shredded cheese, and Hartrich's BBQ.
Nachos & Cheese
Nachos & Salsa
Nachos, Cheese & Salsa
Salsanator
Nachos, salsa, nacho cheese, sour cream, and jalapeño peppers.
Ice Cream Nachos
Tacinator
Nachos, homemade chili, nacho cheese, sour cream and jalapeños.
1/2 Sandwich & Salad
1/2 and 1/2
Half salad half sandwich and med drink.
Sides
6 Mini Corn Dogs
Bosco Sticks
2 sticks filled with mozzarella served with nacho cheese or marinara.
Pickle Chips
Beer battered pickle chip served with ranch.
Cheese Sticks
5 mozzarella sticks with marinara.
Onion Rings
Sweet yellow onions coated with Japanese panko breading.
Corn Nuggets
Wisconsin Cheese Curds
All natural white cheddar cheese lightly battered and deep fried.
Pickle Spears
Beer battered pickle spear served with ranch.
Burger
Cheeseburger
Made-to-order burger from hartrich's meat pressed out on the grill. Choose your favorite toppings to make it your own.
Double Bacon Hamburger
Made to order fresh locally sourced beef & bacon from Hartrich Meats. Run it through the garden or add your favorite toppings.
Double Cheeseburger
Made to order fresh locally sourced beef from Hartrich Meats. Run it through the garden or add your favorite toppings.
Hamburger
Try it loaded. Lettuce, pickles, tomatoes, grilled onions, ketchup, or mustard mayo.
Bacon Cheeseburger
Hartrich's bacon topped on Hartrich's beef made-to-order burger. Run it through the garden if you want it loaded.
Bacon Hamburger
Made to order burger topped with Hartrich's bacon. Load it with your favorite toppings.
Double Bacon Cheeseburger
Made to order fresh locally sourced beef from Hartrich Meats. Run it through the garden or add your favorite toppings.
Double Hambuger
Banana Split
Banana Split
Vanilla custard, hot fudge, strawberries, pineapple, pecans, real whipped cream, and a maraschino cherry. Best around hands down.
Fries
Sweet Potato Fries
Thin fry topped with cinnamon sugar.
BBQ Cheese Fries
Seasoned crunchy fries topped with nacho cheese and Hartrich's fresh BBQ.
Cheese Fries
Funnel Fries
Chilly Cheese Fries
French fries topped with homemade chili and nacho cheese.
Naked Fries
Crispy season hot fries.
Horseshoe
Horseshoe
Made to order Hamburger, fries, shredded cheese & nacho cheese all sitting on a piece of Texas toast.
BBQ Horseshoe
Toasted Texas toast topped with seasoned fries, nacho cheese, and Hartrich's BBQ.
BBQ Meal
BBQ Meal
BBQ sandwich, chips and small drink.
Sandwiches
BBQ Sandwich
Hartrich's pulled pork BBQ sandwiched between a gilled buttery bun.
BLT
Hartrich's bacon, toms, lettuce, and mayo all sandwiched between 2 pieces of toasted Texas toast.
Grilled Cheese
Texas toast and American cheese.
Grilled Chicken Sandwich
Top it with your favorites to make it your signature.
Plain Jane Pbj
Peanut butter and grape or strawberry jelly smothered on Texas toast.
Fish Sandwich
Beer battered cod with tarter on toasted bun. Really tasty when loaded with your favorite toppings.
Specialty Sundaes
Terrapin
Hot fudge, hot caramel, and buttered pecans.
Berry Bonanza
Blue, black, straw, raspberries, and granola.
PBJ
Peanut butter sauce, strawberries, and waffle cone chips.
Jezebel
Tart cherries, brownie bites and hot fudge.
Mr. Presley
Nutter butter cookies, peanut butter sauce and banana slices.
Hawaiian Delight
Pineapple, banana slices, coconut and nuts.
Black - N-blue
Blackberries and blueberries.
Dutchman
Butterscotch, chocolate and pecans.
Elmer Fudge
Chocolate custard, hot fudge, pecans, and dark chocolate chips.
Crash
Chocolate syrup, hot caramel, and cashews.
Razzmatazz
Hot fudge, raspberries, and macadamia nuts.
Rocky Road
Chocolate custard, mini marshmallows, walnuts and chocolate chips.
S'mores
Chocolate custard, mini marshmallows and cream, hot fudge, gram cracker crunch.
Funky Money
Chocolate custard, Reese's PB cups, banana slices and chopped nuts.
Grasshopper
Chocolate syrup and fudge mint cookies.
Southern Delight
Butterscotch and homemade praline pecans.
Drinks
Bottled Soda
Coke, red cream soda, cream soda, grape and orange.
Tea
Freshly brewed sweet and unsweetened.
Water
Bottled water.
Flavored Gallon
Fountain Soda
Gallon Tea
Have your favorite tea at home.
Soup
Soup
Chicken Salad Wrap
Ch Salad Wrap Meal
Chicken salad, lettuce, pecans all wrapped up in a soft tortilla shell serve with chips and a medium drink.
Chicken Wrap Only
Pint of Chicken Salad
Chips
Chips
Chocolate Chip Cookie
Chocolate Chip Cookie
Huge homemade Chocolate cookie.
Soft Pretzel
Pretzel
Salt or cinnamon sugar toppings.
Cream Cheese Pretzel
Cinnamon Sugar Pretzel
Cookie Delight
Cookie Delight
Chocolate chip cookie filled with vanilla custard.
Cow
Cow
21 oz. cup filled with vanilla custard covered with your favorite bottle drink.
Fish Meal
Fish Meal
2 pieces of cod, fries Texas toast and med drink.
Fish Per Piece
Tacos
Fish Taco
Toasted soft taco with one piece of cod, lettuce, cheese, toms, shredded cheese, and our house sweet and tangy sauce.
Pack of 3 Tacos
Grilled soft taco shell filled with seasoned taco beef, lettuce, toms, cheese, salsa and sour cream.
Taco
Frappe
Frappe
16 oz. cup.
Fudge Nutter
Fudgey Nutter Bar
Fudge, peanuts, and vanilla custard dipped in chocolate and served on a stick.
Fudgey Nutter Parfait
Three layers of hot fudge and peanuts separated by cool and creamy custards.
Salads
Half Salad
Regular.
Full Salad
Romaine lettuce, bacon, green olives, tomatoes, mozzarella cheese and homemade.
Meals
Shrimp Meal
8 butterfly shrimp, fries and small drink.
Ch Str Meal
4 strips fries and a medium drink.
Mud Pie
Mud Pie
Cool & creamy vanilla custard and a brownie square, smothered in hot fudge & caramel, sprinkled w/ lightly salted pecans, skirted in real shipped cream & topped with a Maraschino cherry.
Peanut Butter Bomb
Peanut Butter Bomb
Three layers of peanut butter sauce and hot fudge separated by cool and creamy vanilla.
Menu
Churro Sundae
Funnel Tunnel
Dipping Sauce
Choice of 1 dipping sauce: Nacho cheese, peanut butter sauce, or hot fudge.
Smoothie
Smoothie
16 oz. cup.
Willipie
Willipie
Creamy vanilla blended with a piece of pie.
Taco Salad
Taco Salad
Tortilla chips topped with taco meat, lettuce, tomatoes, shredded cheese, salsa and sour cream.
Willie Bar
Willy Bar
Cool & creamy vanilla custard dipped in chocolate and served on a stick.
Shakes
One shake size
21 ounce shake
Ice Cream
Williwaw
16 Oz
Cookie Dish
It's a huge maden house warm chocolate cookie topped with vanilla custard. With a topping of your choice.
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Recent Reviews
We stopped here on our way through town. 10/10! The burger made with locally sourced meat was so delicious! Cheese fries, fried mushrooms, and a root beer floats were all amazing! Such a clean restaurant! You could have eaten off the floors and clean restroom too. The nicest staff, too! The only thing I'd nitpick is that the menus needed to be updated with the new prices instead of a sign out front saying that the menus weren't accurate. But that was a very minor thing,...
March 2025
I was in Olney on business last night and decided to stop in Chilly Willy’s. I ordered a BLT sandwich and a hamburger. I thought the BLT was delicious, the bacon was very good. The hamburger was also good, but the meat was a bit dry in my opinion. I also ordered an ice cream cone. The cone was good, and the portion size was generous. I’d return the next time I am in town.
May 2024
My husband and I stopped in here after having dinner next door at Hovey's, which was a great decision. This is a cute little spot, reasonably priced, with indoor and outdoor seating, friendly and helpful staff, quick service and great ice cream treats. My husband had the banana split and I had a scoop of black raspberry truffle ice cream. Both were a generous size and very good! This is a very family friendly spot, and is a must even if you are just passing through town.
April 2024
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